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Issue 0, 1966
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Preparation and derivatives of poly-(6-O-methacryloyl-D-galactose) and poly-(6-O-acryloyl-D-galactose)

Abstract

The 6-methacryloyl and 6-acryloyl esters of 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose have been synthesised and polymerised to polymers of high molecular weight. The isopropylidene blocking groups have been removed by treatment with formic acid–water at 20°, to give poly-(6-O-methacryloyl-D-galactose) and poly-(6-O-acryloyl-D-galactose); which are linear, water-soluble, and reducing polymers with novel properties not possessed by natural polysaccharides. Various derivatives of these polymers are described. Chlorous acid at pH 3 oxidises the reducing group at C-1 of these polymers to give poly-(6-O-methacryloyl-D-galactonic acid) and poly-(6-O-acryloyl-D-galactonic acid), which exist in solution only; isolation and drying leads to loss of water from each galactonic acid residue with formation of the poly-1,4-lactones. The sodium salts of these polyacids are viscous polyelectrolytes which precipitate in the presence of many metal ions.

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Article information


J. Chem. Soc. C, 1966, 1913-1918
Article type
Paper

Preparation and derivatives of poly-(6-O-methacryloyl-D-galactose) and poly-(6-O-acryloyl-D-galactose)

T. P. Bird, W. A. P. Black, J. A. Colquhoun, E. T. Dewar and D. Rutherford, J. Chem. Soc. C, 1966, 1913
DOI: 10.1039/J39660001913

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